FR3059664B1 - PROCESS FOR THE PREPARATION OF INDIGO CARMIN - Google Patents

PROCESS FOR THE PREPARATION OF INDIGO CARMIN Download PDF

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Publication number
FR3059664B1
FR3059664B1 FR1661784A FR1661784A FR3059664B1 FR 3059664 B1 FR3059664 B1 FR 3059664B1 FR 1661784 A FR1661784 A FR 1661784A FR 1661784 A FR1661784 A FR 1661784A FR 3059664 B1 FR3059664 B1 FR 3059664B1
Authority
FR
France
Prior art keywords
indigo
leuco
preparation
indigosulfonic
acid
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Active
Application number
FR1661784A
Other languages
French (fr)
Other versions
FR3059664A1 (en
Inventor
Babak Sayah
Stephane Queru
Michel Feraud
Nicolas LOPEZ
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Provepharm Life Solutions Fr
Original Assignee
Provepharm Life Solutions
Provepharm Solutions
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Priority to FR1661784A priority Critical patent/FR3059664B1/en
Application filed by Provepharm Life Solutions, Provepharm Solutions filed Critical Provepharm Life Solutions
Priority to JP2019528826A priority patent/JP6968168B2/en
Priority to MYPI2019002853A priority patent/MY193062A/en
Priority to AU2017369779A priority patent/AU2017369779B2/en
Priority to MA046994A priority patent/MA46994A/en
Priority to EP17811661.2A priority patent/EP3548563B1/en
Priority to BR112019010919-6A priority patent/BR112019010919B1/en
Priority to ES17811661T priority patent/ES2928385T3/en
Priority to PCT/FR2017/053260 priority patent/WO2018100277A1/en
Priority to CA3044447A priority patent/CA3044447A1/en
Priority to MX2019006209A priority patent/MX2019006209A/en
Priority to CN201780074084.5A priority patent/CN110023414B/en
Priority to KR1020197016157A priority patent/KR102432094B1/en
Priority to RU2019115440A priority patent/RU2748041C2/en
Priority to US16/465,040 priority patent/US10767054B2/en
Publication of FR3059664A1 publication Critical patent/FR3059664A1/en
Publication of FR3059664B1 publication Critical patent/FR3059664B1/en
Application granted granted Critical
Priority to IL266928A priority patent/IL266928B/en
Priority to ZA2019/03450A priority patent/ZA201903450B/en
Priority to US16/884,107 priority patent/US20200283632A1/en
Active legal-status Critical Current
Anticipated expiration legal-status Critical

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
    • C09B7/00—Indigoid dyes
    • C09B7/08—Other indole-indigos
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
    • C09B7/00—Indigoid dyes
    • C09B7/02—Bis-indole indigos
    • A—HUMAN NECESSITIES
    • A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23L—FOODS, FOODSTUFFS, OR NON-ALCOHOLIC BEVERAGES, NOT COVERED BY SUBCLASSES A21D OR A23B-A23J; THEIR PREPARATION OR TREATMENT, e.g. COOKING, MODIFICATION OF NUTRITIVE QUALITIES, PHYSICAL TREATMENT; PRESERVATION OF FOODS OR FOODSTUFFS, IN GENERAL
    • A23L5/00—Preparation or treatment of foods or foodstuffs, in general; Food or foodstuffs obtained thereby; Materials therefor
    • A23L5/40—Colouring or decolouring of foods
    • A23L5/42—Addition of dyes or pigments, e.g. in combination with optical brighteners
    • A23L5/47—Addition of dyes or pigments, e.g. in combination with optical brighteners using synthetic organic dyes or pigments not covered by groups A23L5/43 - A23L5/46
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K47/00—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient
    • A61K47/06—Organic compounds, e.g. natural or synthetic hydrocarbons, polyolefins, mineral oil, petrolatum or ozokerite
    • A61K47/22—Heterocyclic compounds, e.g. ascorbic acid, tocopherol or pyrrolidones
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K49/00—Preparations for testing in vivo
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D403/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00
    • C07D403/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings
    • C07D403/04—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings directly linked by a ring-member-to-ring-member bond
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
    • C09B67/00—Influencing the physical, e.g. the dyeing or printing properties of dyestuffs without chemical reactions, e.g. by treating with solvents grinding or grinding assistants, coating of pigments or dyes; Process features in the making of dyestuff preparations; Dyestuff preparations of a special physical nature, e.g. tablets, films
    • C09B67/0096—Purification; Precipitation; Filtration
    • A—HUMAN NECESSITIES
    • A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23V—INDEXING SCHEME RELATING TO FOODS, FOODSTUFFS OR NON-ALCOHOLIC BEVERAGES AND LACTIC OR PROPIONIC ACID BACTERIA USED IN FOODSTUFFS OR FOOD PREPARATION
    • A23V2002/00—Food compositions, function of food ingredients or processes for food or foodstuffs

Landscapes

  • Chemical & Material Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Organic Chemistry (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Nutrition Science (AREA)
  • Food Science & Technology (AREA)
  • Polymers & Plastics (AREA)
  • Public Health (AREA)
  • General Health & Medical Sciences (AREA)
  • Epidemiology (AREA)
  • Veterinary Medicine (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Chemical & Material Sciences (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Medicinal Chemistry (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Treatment Of Water By Oxidation Or Reduction (AREA)
  • Coloring Foods And Improving Nutritive Qualities (AREA)
  • Nitrogen Condensed Heterocyclic Rings (AREA)
  • Paper (AREA)
  • Peptides Or Proteins (AREA)
  • Medicinal Preparation (AREA)

Abstract

Procédé de préparation de 5,5'-indigosulfonate de di-sodium, le produit de départ étant de l'indigo, ce procédé comprenant les étapes suivantes : i) l'indigo est soumis à un traitement de sulfonation conduisant à un mélange qui contient de l'acide 5,5'-indigosulfonique, ce procédé étant caractérisé en ce que : ii) on applique un traitement de réduction au mélange obtenu à l' étape i), et éventuellement une étape de purification, de façon à obtenir une composition comprenant de l' acide leuco-5,5 '-indigosulfonique, iii) l' acide leuco-5,5'-indigosulfonique est isolé de la composition issue de l'étape ii), iv) l' acide leuco-5,5'-indigosulfonique issu de l'étape iii) est oxydé en 5,5'- indigosulfonate de di-sodium.Process for the preparation of disodium 5,5'-indigosulphonate, the starting product being indigo, this process comprising the following stages: i) the indigo is subjected to a sulphonation treatment leading to a mixture which contains 5,5'-indigosulphonic acid, this process being characterized in that: ii) a reduction treatment is applied to the mixture obtained in step i), and optionally a purification step, so as to obtain a composition comprising leuco-5,5'-indigosulfonic acid, iii) the leuco-5,5'-indigosulfonic acid is isolated from the composition resulting from step ii), iv) the leuco-5,5 '-Indigosulfonic resulting from step iii) is oxidized to di-sodium 5,5'-indigosulfonate.

FR1661784A 2016-12-01 2016-12-01 PROCESS FOR THE PREPARATION OF INDIGO CARMIN Active FR3059664B1 (en)

Priority Applications (18)

Application Number Priority Date Filing Date Title
FR1661784A FR3059664B1 (en) 2016-12-01 2016-12-01 PROCESS FOR THE PREPARATION OF INDIGO CARMIN
KR1020197016157A KR102432094B1 (en) 2016-12-01 2017-11-27 Process for making indigo carmine
MYPI2019002853A MY193062A (en) 2016-12-01 2017-11-27 Process for preparing indigo carmine
MA046994A MA46994A (en) 2016-12-01 2017-11-27 INDIGO CARMIN PREPARATION PROCESS
EP17811661.2A EP3548563B1 (en) 2016-12-01 2017-11-27 Process for preparing indigo carmine
BR112019010919-6A BR112019010919B1 (en) 2016-12-01 2017-11-27 PROCESS FOR PREPARING INDIGO CARMINE
ES17811661T ES2928385T3 (en) 2016-12-01 2017-11-27 Process for the preparation of indigo carmine
PCT/FR2017/053260 WO2018100277A1 (en) 2016-12-01 2017-11-27 Process for preparing indigo carmine
RU2019115440A RU2748041C2 (en) 2016-12-01 2017-11-27 Method for producing indigocarmine
MX2019006209A MX2019006209A (en) 2016-12-01 2017-11-27 Process for preparing indigo carmine.
JP2019528826A JP6968168B2 (en) 2016-12-01 2017-11-27 How to prepare indigo carmine
AU2017369779A AU2017369779B2 (en) 2016-12-01 2017-11-27 Process for preparing indigo carmine
CA3044447A CA3044447A1 (en) 2016-12-01 2017-11-27 Process for preparing indigo carmine
US16/465,040 US10767054B2 (en) 2016-12-01 2017-11-27 Process for preparing indigo carmine
CN201780074084.5A CN110023414B (en) 2016-12-01 2017-11-27 Process for the preparation of indigo carmine
IL266928A IL266928B (en) 2016-12-01 2019-05-28 Process for preparing indigo carmine
ZA2019/03450A ZA201903450B (en) 2016-12-01 2019-05-30 Process for preparing indigo carmine
US16/884,107 US20200283632A1 (en) 2016-12-01 2020-05-27 Process for preparing indigo carmine

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
FR1661784A FR3059664B1 (en) 2016-12-01 2016-12-01 PROCESS FOR THE PREPARATION OF INDIGO CARMIN
FR1661784 2016-12-01

Publications (2)

Publication Number Publication Date
FR3059664A1 FR3059664A1 (en) 2018-06-08
FR3059664B1 true FR3059664B1 (en) 2019-01-25

Family

ID=58347529

Family Applications (1)

Application Number Title Priority Date Filing Date
FR1661784A Active FR3059664B1 (en) 2016-12-01 2016-12-01 PROCESS FOR THE PREPARATION OF INDIGO CARMIN

Country Status (17)

Country Link
US (2) US10767054B2 (en)
EP (1) EP3548563B1 (en)
JP (1) JP6968168B2 (en)
KR (1) KR102432094B1 (en)
CN (1) CN110023414B (en)
AU (1) AU2017369779B2 (en)
BR (1) BR112019010919B1 (en)
CA (1) CA3044447A1 (en)
ES (1) ES2928385T3 (en)
FR (1) FR3059664B1 (en)
IL (1) IL266928B (en)
MA (1) MA46994A (en)
MX (1) MX2019006209A (en)
MY (1) MY193062A (en)
RU (1) RU2748041C2 (en)
WO (1) WO2018100277A1 (en)
ZA (1) ZA201903450B (en)

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN112824386A (en) * 2019-11-20 2021-05-21 哈工大机器人南昌智能制造研究院 Method for continuously preparing indigo naturalis, indigo and indirubin from fresh leaves of kale

Family Cites Families (14)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE180097C (en) *
US647280A (en) 1899-12-07 1900-04-10 John R Geigy & Co Process of producing indigo.
DE2742875A1 (en) * 1977-09-23 1979-04-05 Merck Patent Gmbh Colorimetric determn. of blood oxygen - using alkaline test reagent contg. reduced indigo:carmine and emulsifier
RU1793717C (en) * 1990-05-21 1996-01-10 Всесоюзный научно-исследовательский институт пищевых ароматизаторов, кислот и красителей Method of synthesis of indigocarmine dye
JP5449167B2 (en) 2008-08-12 2014-03-19 マイラン製薬株式会社 Liquid indigo carmine preparation
WO2011016487A1 (en) * 2009-08-05 2011-02-10 ナガセ医薬品株式会社 Indigocarmine preparation
US20120156151A1 (en) 2009-08-31 2012-06-21 Indig Guilherme L Pigments and methods of making pigments
IT1398643B1 (en) 2010-03-04 2013-03-08 Cosmo Technologies Ltd SOLID COMPOSITION FOR ORAL ADMINISTRATION OF DYES, AND DIAGNOSTIC USE OF THE SAME
JP5732283B2 (en) 2011-03-10 2015-06-10 癸巳化成株式会社 Process for producing 6,6'-dibromoindigo
WO2014001050A1 (en) * 2012-06-26 2014-01-03 Unilever Plc Colloidal particles comprising hydrophobic polymer, curcuminoid, and blue colourant
US20140155625A1 (en) * 2012-11-30 2014-06-05 Xerox Corporation Modified Naturally-Derived Colorants For Phase Change Ink Applications
WO2015114548A1 (en) * 2014-01-29 2015-08-06 Cosmo Technologies Limited Liquid composition in the form of emulsion or microemulsion for rectal administration containing at least one dye, and its use in a diagnostic endoscopic procedure of sigmoid colon and/or rectum
US10124074B2 (en) * 2014-02-26 2018-11-13 Toufic Kachaamy Indirect chromoendoscopy with an oral indigo carmine base preparation
US10927258B2 (en) 2016-12-23 2021-02-23 Biophore India Pharmaceuticals Pvt. Ltd. Process for the preparation of Indigotindisulfonate sodium (indigo carmine)

Also Published As

Publication number Publication date
JP2020500973A (en) 2020-01-16
US20200283632A1 (en) 2020-09-10
EP3548563A1 (en) 2019-10-09
WO2018100277A1 (en) 2018-06-07
MX2019006209A (en) 2019-09-26
RU2019115440A3 (en) 2021-01-11
KR20190088486A (en) 2019-07-26
AU2017369779A1 (en) 2019-06-06
CA3044447A1 (en) 2018-06-07
BR112019010919B1 (en) 2023-03-28
AU2017369779B2 (en) 2020-01-02
MY193062A (en) 2022-09-26
US10767054B2 (en) 2020-09-08
CN110023414A (en) 2019-07-16
EP3548563B1 (en) 2022-08-10
IL266928A (en) 2019-07-31
KR102432094B1 (en) 2022-08-12
CN110023414B (en) 2021-03-19
ZA201903450B (en) 2020-08-26
JP6968168B2 (en) 2021-11-17
RU2019115440A (en) 2021-01-11
BR112019010919A2 (en) 2019-10-08
RU2748041C2 (en) 2021-05-19
IL266928B (en) 2020-11-30
MA46994A (en) 2019-10-09
ES2928385T3 (en) 2022-11-17
US20190292370A1 (en) 2019-09-26
FR3059664A1 (en) 2018-06-08

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